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金催化的酮-丙二烯底物的立体控制环氧化/[4+2]-环加成级联反应。

Gold-catalyzed stereocontrolled oxacyclization/[4+2]-cycloaddition cascade of ketone-allene substrates.

机构信息

Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan, ROC.

出版信息

J Am Chem Soc. 2010 Jul 14;132(27):9298-300. doi: 10.1021/ja1043837.

DOI:10.1021/ja1043837
PMID:20568757
Abstract

We report the first success on the Au-catalyzed tandem oxacyclization/[4+2]-cycloaddition cascade using ketone-allene substrates to give highly substituted oxacyclics with excellent stereocontrol. In contrast to oxo-alkyne substrates, the resulting cycloadducts are isolable and efficiently produced from a reasonable scope of enol ethers.

摘要

我们首次成功地使用酮-丙二烯底物进行 Au 催化的串联氧杂环化/[4+2]-环加成级联反应,得到具有优异立体选择性的高取代氧杂环化合物。与氧杂炔烃底物不同,所得环加成产物是可分离的,并且可以从合理范围的烯醇醚中有效地得到。

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